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Divergent photocyclization/1,4-sigmatropic rearrangements for the synthesis of sesquiterpenoid derivatives.

Abstract:
Combined experimental and computational efforts have demonstrated the utility of divergent photocyclization/1,4-sigmatropic rearrangement reactions for developing a general strategy toward the synthesis of cubebane-, spiroaxane-, and guaiane-type sesquiterpenes and related analogues. The configuration of the bridgehead substituent, the choice of solvent, and the wavelength of irradiation all impact diastereoselectivity in this tandem reaction process.
Publication status:
Published
Peer review status:
Peer reviewed
Version:
Accepted manuscript

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Publisher copy:
10.1021/acs.orglett.6b03635

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Department:
St Hildas College
Role:
Author
Alberta Children’s Hospital Research Institute More from this funder
University of Calgary More from this funder
Publisher:
American Chemical Society Publisher's website
Journal:
Organic Letters Journal website
Volume:
19
Issue:
3
Pages:
484-487
Publication date:
2017-01-05
Acceptance date:
2017-01-24
DOI:
EISSN:
1523-7052
ISSN:
1523-7060
Pubs id:
pubs:679573
URN:
uri:ecff81be-e205-497e-be84-0029e11366c4
UUID:
uuid:ecff81be-e205-497e-be84-0029e11366c4
Local pid:
pubs:679573
Language:
English
Keywords:

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